Flavoring and perfumery extract



45 glycerine is atented June 10, 1924.

umrro TATES PATENT orrics.

HUBERT GRUNENZBERG, OF NEW YORK, AND ALEXANDER KATZ, F UNION'POBT, NEW

YORK, ASSIGNORS T0 FLORASYNTH LABORATORIES, INC., A ('JOIBPQB'AIJ.ION OF 'NEW YORK.

No Drawing.

To all whom it may concern:

Be it known that we, HUBERT GRUNEN- BERG, a citizen of the United States, residing in the city, county, and State of New York, and ALEXANDER KATZ, a citizen of Russia, residing at Unionport, New York, have invented certain new and useful Imrovements in Flavoring and Perfumery xtracts, of which the following is a specification.

base, either ethyl alcohol or. its higher homologues to maintain the essential oils and synthetic chemicals forming part of the extract in solution. As most of the essential oils and synthetics are insoluble in water, a

'20 high percentage of alcohol was necessary,

which, of course, increased the cost of the extract. The presence of alcohol is also objected to by some on principle, and is in many cases objected'to by the prohibition department.

The object of the invention is theprovision of a flavoring and erfumery extract having in place ofthe alcohol,a satisfactory substitute. Such a substitute must be miscible with the water and a solvent for the essential oils, harmless, without any objectionable taste or odor, non-intoxicating and inexpensive.

We have found that the organic substances suitable for this purpose are obtained when glycerine enters into the chemical reaction with another compound and if two valencies of said other compound en- I gage two hydro 1 groups of the glycerine,

the elimination o the elements of water taking place in this reaction, replacing two typical alcoholic hydrogen atoms of the g1 cerine by certain radicles.

TVs have found that a process in which acted upon by one molecule of a dibasic acid or of a diatomic alcohol, both having preferably not morethan five carbon atoms in the chain of its radicle, furnishes products in the form of a cyclic, glycerine di-ester and glycerine di-ether, re-

spectively, said products being miscible with water and actingas solvents for essential oils and synthetics. The third hydroxyl group of the glycerine is unattacked in these reactions.

FLAVOBING AND rmrumrrax EXTRACT.

Application filed March 8, 1922. Serial 1T0. 540,881.

Examples of cyclic esters of diatomic acids are (glycerine-malonate, glycerine-succinat, an glycerine-glutinate.

Said glycerine di-esters with the cyclic chain include glycid, glycerine-ether, acetone-glycerine, ethyliden-glycerine, and ethylene glycerine, their homologues and derivatives, as for instance, methyl-acetone glycerine and pro yline-glycerine.

The number 0 compounds within the scope of our invention is rather considerable if varied by'the substitution of different acyl or a l radicles in the well known manner. uch compounds embrace, for instance, also the mixed mono-esters-monoethers.

-We are aware of United States Patent No. 1,387,099 to Esselen, wherein is disclosed a flavoring extract comprising an essential oil dissolved in a mixture of mono and diacetine. In making our preparation, however, we avail ourselves of certain properties of the compounds enumerated above which could not be anticipated even if familiar with the subject matter of the Esselen patent.

We succeed, for instance, by means of said compounds to kee some of the terpines in solution, especially oil of juni r. We have, furthermore, found that the big or acyl derivatives of glycerine are more stable than the lower ones, the al 1 ethers are absolute'ly stable and are pe ect solvents for oils and synthetics in every respect.

Ewamples.

Cyclic esters: 1 oz. orange oil or any other essential oil or synthetic, 4 ozs. glyceryl fumarate, 12 ozs. glycerine or su -r syrup.

Cyclic ethers: 1 oz. rose synt etic or any other synthetic material, 4 ozs. glycid, 12 ozs. mixture of water and glycerine.

In the claims the term essential oil is to be understood as covering artificial essential oil or synthetic oil of this character.

We claim: V

'1. A solution comprising an essential oil dissolved in a glycerine com ound havin the hydrogen atoms of two 0 its .hydroxy groups substituted by a bivalent radicle and having its third hydroxyl group unattached. 2. A solutioncomprising an essential oil dissolved in a glycerine compound havin the hydrogen atoms of two 0 its hydroxy groups substituted by abivalent radicle-and having its third hydroxyl groupunattached, 4. A solution comprising an essential oil the carbon atoms to which aforesaid two hydissolved in a derivative of a di-ester of glycdroxyl groups are attached, forming a erine with a dibasic acid. closed chain with the radicle. 5. A solution comprising an essential oil 5 3. A solution comprising an essential oil dissolved in a glycerine succinate. 15

dissolved in a glycerine com ound having In testimony that we claim the foregoing v the hydro en atoms of two 0 itshydroxyl as our invention, we have signed our names.

ups sufistituted by'the radicle of a diasic acid and having its third hydroxyl HUBERT GRUNENBERG. w group unattached. ALEXANDER KATZ. 

